After an eye-opening stream, it's come to my attention that the IMBA League extension mod is/was painfully broken! I've visited the triggers again, and I believe I've fixed the bugs spotted in the VOD by Trumpetmcool, but without testers I can't be sure!
So I decided to come to this fantastic community and see if anyone would be willing to be a guinea pig and help identify and eliminate any additional issues. :)
Thanks all for your time!